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Boots

From winter boots to dress boots, Harry Rosen features a wide range of designer men's styles. Whether you're shopping for a fur-lined pair or the ultimate in weatherproof footwear, Santoni, To Boot New York, ZEGNA, and John Varvatos have you covered with a selection of Chelsea boots, leather, suede, and driving boots.

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To Boot New York
BOSS
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74 items
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Moncler

Peka Trek Hiking Boots

$1110

Berluti

Échappée Suede Mid Top Boots

$1590

Emporio Armani

Leather Beatle Boots

$895

Berluti

Échappée Suede Mid Top Boots

$1630

Diemme

Roccia Vet Waterproof Hiking Boots

$482.99$690Save 30%

Pajar

Ely Waterproof Leather-Shearling Boots

$498

Pajar

Elite Waterproof Leather-Shearling Boots

$498

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

Pajar

Elite Waterproof Leather-Shearling Boots

$498

Pajar

Carson Waterproof Leather-Shearling Boots

$498

BOSS

Calev Suede Chelsea Boots

$222.99$298Save 25%

Tod's

Suede Desert Boots

$835

Harold

Danite Suede Desert Boot

$329.99$550Save 40%

Pajar

Mumford Waterproof Suede-Shearling Boots

$498

Brunello Cucinelli

Suede Flex Desert Boots

$1075

Canada Goose

Journey Lite Boots

$795

Pajar

Carson Waterproof Leather-Shearling Boots

$498

Thom Browne

Pebble Grain Leather Lace-up Boots

$1320

To Boot New York

Leather Desert Boot

$560

Tod's

Suede Desert Boots

$835

To Boot New York

Burkett Suede Captoe Boots

$615

Bontoni

Diamante III Calf Leather Double Monkstraps

$1346.99$1925Save 30%

Santoni

Burnished Spazzolato Leather Lace-Up Boots

$996.99$1425Save 30%

Pajar

Konnor Waterproof Leather-Nylon Boots

$450

Canada Goose

Waterproof Armstrong Boot

$895

Diemme

Roccia Vet Sport Hiking Boots

$482.99$690Save 30%

Santoni

Polished Leather Chelsea Boots

$875

Tod's

Leather Chelsea Boots

$925

Santoni

Suede Fur Lined Slip-On Half Boots

$674.99$1125Save 40%

Tod's

Polished Leather Ankle Boots

$925

Santoni

Suede Lace-Up Half Boots

$644.99$1075Save 40%

Santoni

Spazzolato Leather Chelsea Boot

$944.99$1350Save 30%

Tod's

Brushed Leather Chelsea Boots

$985

Santoni

Atlantis Polished Leather Chelsea Boots

$629.99$1050Save 40%

Ferragamo

Falco Chelsea Boots

$1650

Bontoni

Cavaliere Burnished Leather Chelsea Boots

$1595

Ferragamo

Falco Chelsea Boots

$1650

Pajar

Kevin Waterproof Leather-Shearling Boots

$498

To Boot New York

Major Leather Lug Boots

$590

To Boot New York

Largo Leather Chelsea Boots

$590

Pajar

Mumford Waterproof Suede-Shearling Boots

$498

Diemme

Roccia Vet Suede Boot

$482.99$690Save 30%

Loro Piana

Gravel Hiking Boots

$2530

Tod's

Suede Desert Boots

$815

Bontoni

Allegro High Lugged Sole Boots

$1395.99$1995Save 30%

Brioni

Suede Leather Captoe Boots

$2495

Santoni

Suede Flex Sole Chelsea Boots

$1045.99$1395Save 25%

Loro Piana

Open Walk Suede Boots

$1500

Tod's

Suede Desert Boots

$610.99$815Save 25%

Brunello Cucinelli

Shearling Lined Deerskin Lace-up Boots

$2150

Henderson

Deerskin Leather Lace-Up Boots

$775

TOM FORD

Alec Textured Leather Cuban Heel Chelsea Boots

$2740

Diemme

Roccia Vet Grain Leather Hiking Boots

$436.99$625Save 30%

Harold

Suede Lace-Up Hiking Boot

$485.99$695Save 30%

Barrett

Leather Lace-Up Boots

$825

Bontoni

Cavaliere Leather Chelsea Boots

$1895

Santoni

Burnished Grained Leather Chelsea Boots

$1420.99$1895Save 25%

Brunello Cucinelli

Mountain-Style Suede Lace-Up Boots

$929.99$1550Save 40%

Brunello Cucinelli

Lace Up Suede Boots

$896.99$1495Save 40%

Harold

Polished Leather Chelsea Boots

$454.99$650Save 30%

Harold

Danite Suede Desert Boots

$329.99$550Save 40%

Loro Piana

Summer Walk Suede Loafers

$1500

Henderson

Suede Lace-Up Hiking Boots

$542.99$725Save 25%

Harold

Suede Lace-Up Lug Boot

$415.99$595Save 30%

Prada

Brixxen Matte Leather Hiking Boots

$1690

Brunello Cucinelli

Suede Hiking Boots

$2395

Prada

Spazzolato Leather Boots

$1490

Henderson

Suede & Leather Lace-Up Hiker Boots

$542.99$725Save 25%

Bontoni

Cavaliere Leather Chelsea Boots

$1895

Emporio Armani

Suede Lace-Up Desert Boots

$475

Pajar

Maddox Boots

$340

Canali

Suede Lace-Up Combat Boots

$725

Berluti

Demesure Scritto Leather Boot

$3650

Brioni

Grain Leather Lace-Up Lug Boots

$1945.99$2595Save 25%